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Massachusetts 55+ active adult communities & homes for sale - Page 3

Living in Massachusetts

From the suburbs of the Greater Boston area and MetroWest to the coastal towns of the South Shore near Plymouth and seaside villages across Cape Cod, Massachusetts combines…
From the suburbs of the Greater Boston area and MetroWest to the coastal towns of the South Shore near Plymouth and seaside villages across Cape Cod, Massachusetts combines world-class medical infrastructure with classic New England living. The state's tax environment offers significant benefits for retirees: Social Security benefits and government pensions are completely exempt from state income tax, while private retirement withdrawals are taxed at a flat 5.0%. Additionally, qualifying homeowners 65 and older can leverage the Senior Circuit Breaker credit for up to $2,820 in property tax relief.Massachusetts features 152 active adult communities—headlined by Oak Point in Middleborough, the state's largest master plan, alongside resort-style condominium developments like Del Webb Chauncy Lake in Westborough, Southport in Mashpee, and luxury coastal enclaves in Scituate. Real estate choices span low-maintenance active adult condos to single-family coastal homes. At 55places, we comprehensively profile every Massachusetts active adult neighborhood with verified pricing, real resident reviews, and direct access to trusted local 55+ real estate experts.

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152 communities near Massachusetts

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Summerfield of Amherst
$600ks
Summerfield of Amherst, Amherst, NH
Resale Only | 55+ age-restricted | Built 2005 - 2008 | 77 homes
Stage Crossing
$400ks - $500ks
Stage Crossing, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2005 - 2008 | 76 homes
Parker Village
$300ks
Parker Village, Merrimack, NH
Resale Only | 55+ age-restricted | Built 2003 - 2008 | 76 homes
Colliston Yard
$400ks - $500ks
Colliston Yard, Nashua, NH
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 75 homes
Forest Hills of Londonder...
$400ks
Forest Hills of Londonder..., Londonderry, NH
Resale Only | 55+ age-restricted | Built 2001 - 2006 | 65 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
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Hadleigh Woods
$300ks
Hadleigh Woods, Windham, NH
Resale Only | 55+ age-restricted | Built 2003 - 2004 | 62 homes
The Village at Hollis Dep...
$300ks - $400ks
The Village at Hollis Dep..., Hollis, NH
Resale Only | 55+ age-restricted | Built 2003 - 2003 | 60 homes
Mission Pointe
$500ks - $600ks
Mission Pointe, Hudson, NH
Resale Only | 62+ age-restricted | Built 2006 - 2011 | 58 homes
Annandale on The River
$500ks - $600ks
Annandale on The River, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2009 - 2011 | 57 homes
Silver Lake Estates
$700ks - $800ks
Silver Lake Estates, Hollis, NH
Resale Only | 55+ age-restricted | Built 2019 - 2022 | 52 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Del Ray Place
$700ks - $800ks
Del Ray Place, Windham, NH
New Construction | 55+ age-restricted | Built 2019 - present | 26 homes
Souhegan River View Villa...
$400ks - $500ks
Souhegan River View Villa..., Merrimack, NH
Resale Only | 55+ age-restricted | Built 2001 - 2006 | 51 homes
5 rating (1 review) Canberra Village
$400ks - $500ks
Canberra Village, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 49 homes
Cahill Place
$200ks
Cahill Place, Milford, NH
Resale Only | 55+ age-restricted | Built 2006 - 2006 | 49 homes
Gilcreast Farms
$300ks
Gilcreast Farms, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 47 homes
Runnells Landing
$500ks
Runnells Landing, Hollis, NH
Resale Only | 55+ age-restricted | Built 2002 - 2004 | 45 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Braemoor Commons
$300ks - $400ks
Braemoor Commons, Salem, NH
Resale Only | 55+ age-restricted | Built 2014 - 2015 | 44 homes
Benjamin Chase Mill
$400ks - $500ks
Benjamin Chase Mill, Derry, NH
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 36 homes
Buttrick Village
$400ks - $500ks
Buttrick Village, Londonderry, NH
Resale Only | 55+ age-restricted | Built 1997 - 2000 | 40 homes
The Villages of Pelham
$300ks - $400ks
The Villages of Pelham, Pelham, NH
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 40 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Whispering Winds
$400ks
Whispering Winds, Windham, NH
Resale Only | 55+ age-restricted | Built 2001 - 2001 | 40 homes
Harvest Village
$400ks
Harvest Village, Londonderry, NH
Resale Only | 55+ age-restricted | Built 1995 - 1999 | 45 homes
Thompson's Preserve
$500ks
Thompson's Preserve, Nashua, NH
Resale Only | 55+ age-restricted | Built 2019 - 2020 | 39 homes
Little Mill Woods
$300ks - $400ks
Little Mill Woods, Sandown, NH
Resale Only | 55+ age-restricted | Built 2005 - 2012 | 38 homes
Parrish Hills
$300ks - $500ks
Parrish Hills, Londonderry, NH
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 37 homes
Hayden Green
$500ks
Hayden Green, Nashua, NH
Resale Only | 55+ age-restricted | Built 2013 - 2015 | 37 homes
Lexington Place
$400ks
Lexington Place, Hudson, NH
Resale Only | 55+ age-restricted | Built 1999 - 1999 | 34 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Rowell Estates
$300ks - $400ks
Rowell Estates, Kingston, NH
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 33 homes
Sugarplum Hill
$300ks - $400ks
Sugarplum Hill, Londonderry, NH
Resale Only | 55+ age-restricted | Built 2006 - 2012 | 33 homes
The Villages on Mount Hop...
$600ks - $1Ms
The Villages on Mount Hop..., Tiverton, RI
New and Resale | 55+ age-restricted | Built 2003 - present | 230 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Bay Ridge
$600ks - $800ks
Bay Ridge, Middletown, RI
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 60 homes
Bella Vista
$300ks - $400ks
Bella Vista, Glocester, RI
Resale Only | 55+ age-restricted | Built 2015 - 2021 | 70 homes
Bailey Brook
$600ks - $700ks
Bailey Brook, Middletown, RI
Resale Only | 55+ age-restricted | Built 2018 - 2024 | 36 homes
Pine Creek
$500ks
Pine Creek, Litchfield, NH
Resale Only | 55+ age-restricted | Built 2007 - 2014 | 42 homes
English Commons at Topsfi...
$800ks - $900ks
English Commons at Topsfi..., Topsfield, MA
Resale Only | 55+ age-restricted | Built 2010 - 2014 | 49 homes
WestRidge
$700ks
WestRidge, Hudson, MA
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 136 homes
Angell Brook Village
$300ks
Angell Brook Village, West Boylston, MA
Resale Only | 55+ age-restricted | Built 2005 - 2012 | 132 homes
Pheasant Hill
$300ks - $400ks
Pheasant Hill, Northborough, MA
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 48 homes
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Whitestone Village
$400ks - $500ks
Whitestone Village, Groveland, MA
Resale Only | 55+ age-restricted | Built 2002 - 2005 | 100 homes
Stonebridge Commons
$500ks
Stonebridge Commons, Hanson, MA
Resale Only | 55+ age-restricted | Built 2007 - 2018 | 121 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Great Island 11 WEBSTER REACH, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$885,000

3 beds

|

3 baths

|

2,659 sq ft

|

House

11 WEBSTER REACH, PLYMOUTH, MA, 02360
Community: Great Island
Oak Point 2604 PHEASANT LN, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$449,000

3 beds

|

2 baths

|

2,084 sq ft

|

House

2604 PHEASANT LN, MIDDLEBORO, MA, 02346
Community: Oak Point
The Preserve at Hunters Hill 3076 HUNTERS HILL DR, DIGHTON, MA, 02715, Dighton, MA 02715
$615,000

2 beds

|

2 baths

|

1,758 sq ft

|

House

3076 HUNTERS HILL DR, DIGHTON, MA, 02715
Cindy Certified
20 AUDUBON WAY 309, CANTON, MA, 02021, Canton, MA 02021
$784,900

2 beds

|

3 baths

|

1,421 sq ft

|

Condo

20 AUDUBON WAY 309, CANTON, MA, 02021
Sawyer's Reach 62 MARINERS WAY 312, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$685,000

2 beds

|

2 baths

|

1,457 sq ft

|

Condo

62 MARINERS WAY 312, PLYMOUTH, MA, 02360
Community: Sawyer's Reach
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
The Village at Auburnville 877 AUBURNVILLE WAY N3, WHITMAN, MA, 023..., Whitman, MA 02382
$499,000

2 beds

|

2 baths

|

2,090 sq ft

|

Condo

877 AUBURNVILLE WAY N3, WHITMAN, MA, 023...
Regency at Emerald Pines 21 PINE TREE DR 21, METHUEN, MA, 01844, Methuen, MA 01844
$948,000

3 beds

|

3 baths

|

2,875 sq ft

|

House

21 PINE TREE DR 21, METHUEN, MA, 01844
Cindy Certified
20 AUDUBON WAY 109, CANTON, MA, 02021, Canton, MA 02021
$734,900

2 beds

|

3 baths

|

1,421 sq ft

|

Condo

20 AUDUBON WAY 109, CANTON, MA, 02021
Riverside Woods 6 OVERLOOK DR 408, ANDOVER, MA, 01810, Andover, MA 01810
$649,900

2 beds

|

2 baths

|

1,341 sq ft

|

Condo

6 OVERLOOK DR 408, ANDOVER, MA, 01810
Community: Riverside Woods
Upton Ridge 87 SHANNON WAY 1, UPTON, MA, 01568, Upton, MA 01568
$669,900

2 beds

|

3 baths

|

1,950 sq ft

|

Condo

87 SHANNON WAY 1, UPTON, MA, 01568
Community: Upton Ridge
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
WestRidge 29 HASTINGS 29, HUDSON, MA, 01749, Hudson, MA 01749
$799,000

3 beds

|

3 baths

|

2,264 sq ft

|

Condo

29 HASTINGS 29, HUDSON, MA, 01749
Community: WestRidge
Reading Woods 36 AUGUSTUS CT 1002, READING, MA, 01867, Reading, MA 01867
$520,000

1 beds

|

1 baths

|

955 sq ft

|

Condo

36 AUGUSTUS CT 1002, READING, MA, 01867
Community: Reading Woods
Oak Point 5006 OAK POINT DR, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$459,900

3 beds

|

2 baths

|

1,750 sq ft

|

House

5006 OAK POINT DR, MIDDLEBORO, MA, 02346
Community: Oak Point
Great Island 7 MADISON REACH, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$685,000

2 beds

|

3 baths

|

2,061 sq ft

|

House

7 MADISON REACH, PLYMOUTH, MA, 02360
Community: Great Island
Great Island 15 MINT SPRIG, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$979,000

3 beds

|

4 baths

|

4,417 sq ft

|

House

15 MINT SPRIG, PLYMOUTH, MA, 02360
Community: Great Island
Great Island 14 HORIZON, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$795,000

2 beds

|

2 baths

|

2,267 sq ft

|

House

14 HORIZON, PLYMOUTH, MA, 02360
Community: Great Island
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Martins Landing 320 MARTINS LNDG 209, NORTH READING, MA,..., North Reading, MA 01864
$615,995

1 beds

|

1 baths

|

1,115 sq ft

|

Condo

320 MARTINS LNDG 209, NORTH READING, MA,...
Community: Martins Landing
WestRidge 33 HASTINGS 33, HUDSON, MA, 01749, Hudson, MA 01749
$599,999

2 beds

|

3 baths

|

1,758 sq ft

|

Condo

33 HASTINGS 33, HUDSON, MA, 01749
Community: WestRidge
Arbor Hills 46 HOLLY CIR 46, KINGSTON, MA, 02364, Kingston, MA 02364
$699,900

2 beds

|

3 baths

|

2,137 sq ft

|

Condo

46 HOLLY CIR 46, KINGSTON, MA, 02364
Community: Arbor Hills
The Pines at Hathaway Pond 39 HATHAWAY POND CIR 39, ROCHESTER, MA, ..., Rochester, MA 02770
$739,900

2 beds

|

3 baths

|

2,004 sq ft

|

Condo

39 HATHAWAY POND CIR 39, ROCHESTER, MA, ...
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Garrison Place 1 GARRISON WAY 1, CARLISLE, MA, 01741, Carlisle, MA 01741
$1,138,000

2 beds

|

4 baths

|

3,230 sq ft

|

House

1 GARRISON WAY 1, CARLISLE, MA, 01741
Community: Garrison Place
Great Island 10 GREAT POINTE, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$785,000

2 beds

|

2 baths

|

2,048 sq ft

|

House

10 GREAT POINTE, PLYMOUTH, MA, 02360
Community: Great Island
Enclave at Hudson 38 BARNES BLVD 23, HUDSON, MA, 01749, Hudson, MA 01749
$1,125,000

2 beds

|

3 baths

|

2,544 sq ft

|

Condo

38 BARNES BLVD 23, HUDSON, MA, 01749
Community: Enclave at Hudson
Bigelow Farm 5 LYDIA'S WAY 5, NORTHBOROUGH, MA, 01532, Northborough, MA 01532
$799,900

2 beds

|

3 baths

|

2,556 sq ft

|

Condo

5 LYDIA'S WAY 5, NORTHBOROUGH, MA, 01532
Community: Bigelow Farm
Rolling Green at Topsfield 470 BOSTON ST 3, TOPSFIELD, MA, 01983, Topsfield, MA 01983
$989,000

2 beds

|

3 baths

|

2,712 sq ft

|

House

470 BOSTON ST 3, TOPSFIELD, MA, 01983
Oak Point 701 OAK POINT DR, MIDDLEBORO, MA, 02346, Middleboro, MA 02346
$399,900

3 beds

|

2 baths

|

1,344 sq ft

|

House

701 OAK POINT DR, MIDDLEBORO, MA, 02346
Community: Oak Point
The Village at Auburnville 877 AUBURNVILLE WAY C2, WHITMAN, MA, 023..., Whitman, MA 02382
$525,000

2 beds

|

2 baths

|

2,090 sq ft

|

Condo

877 AUBURNVILLE WAY C2, WHITMAN, MA, 023...
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Del Webb Chauncy Lake 3 PETERS FARM WAY 107, WESTBOROUGH, MA, ..., Westborough, MA 01581
$560,000

2 beds

|

2 baths

|

1,469 sq ft

|

Condo

3 PETERS FARM WAY 107, WESTBOROUGH, MA, ...
Great Island 11 SADDLEBACK, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$1,175,000

2 beds

|

3 baths

|

3,463 sq ft

|

House

11 SADDLEBACK, PLYMOUTH, MA, 02360
Community: Great Island
Hatter's Point 60 MERRIMAC ST 615, AMESBURY, MA, 01913, Amesbury, MA 01913
$919,000

2 beds

|

3 baths

|

2,095 sq ft

|

Condo

60 MERRIMAC ST 615, AMESBURY, MA, 01913
Community: Hatter's Point
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
The Trails 38 WESTON LN 38, HOPKINTON, MA, 01748, Hopkinton, MA 01748
$999,900

2 beds

|

3 baths

|

2,274 sq ft

|

Condo

38 WESTON LN 38, HOPKINTON, MA, 01748
Community: The Trails
Sawyer's Reach 45 PLAZA WAY 204, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$565,000

1 beds

|

2 baths

|

1,113 sq ft

|

Condo

45 PLAZA WAY 204, PLYMOUTH, MA, 02360
Community: Sawyer's Reach
Great Island 7 WHITE TRELLIS, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$719,900

2 beds

|

3 baths

|

2,061 sq ft

|

House

7 WHITE TRELLIS, PLYMOUTH, MA, 02360
Community: Great Island
The Trails 10 WATERVILLE LN 10, HOPKINTON, MA, 0174..., Hopkinton, MA 01748
$999,900

2 beds

|

3 baths

|

2,274 sq ft

|

Condo

10 WATERVILLE LN 10, HOPKINTON, MA, 0174...
Community: The Trails
Del Webb Chauncy Lake 8310 PETERS FARM WAY 310, WESTBOROUGH, M..., Westborough, MA 01581
$564,995

2 beds

|

2 baths

|

1,375 sq ft

|

Condo

8310 PETERS FARM WAY 310, WESTBOROUGH, M...
Great Island 12 MAPLEWOOD, PLYMOUTH, MA, 02360, Plymouth, MA 02360
$685,000

2 beds

|

2 baths

|

1,548 sq ft

|

House

12 MAPLEWOOD, PLYMOUTH, MA, 02360
Community: Great Island
The Village at Westminster Place 9 SETTLERS LN 583, HOLDEN, MA, 01520, Holden, MA 01520
$649,000

3 beds

|

3 baths

|

1,877 sq ft

|

Condo

9 SETTLERS LN 583, HOLDEN, MA, 01520
Bidwell Village 94 STONEHOUSE RD 13, COVENTRY, CT, 06238, Coventry, CT 06238
$365,000

3 beds

|

4 baths

|

1,810 sq ft

|

Condo

94 STONEHOUSE RD 13, COVENTRY, CT, 06238
Community: Bidwell Village
Want to learn more about 55+ communities in Massachusetts? 55places can help!
Questions? Call us: (888) 625-4885
Stone Castle Estates 10 ASHLEY LN 10, METHUEN, MA, 01844, Methuen, MA 01844
$316,649

2 beds

|

2 baths

|

1,209 sq ft

|

Condo

10 ASHLEY LN 10, METHUEN, MA, 01844
The Village at Orchard Meadows 4 BLOSSOM TREE DR 4, SHREWSBURY, MA, 015..., Shrewsbury, MA 01545
$599,900

2 beds

|

2 baths

|

1,580 sq ft

|

Condo

4 BLOSSOM TREE DR 4, SHREWSBURY, MA, 015...
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.



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The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Oct 19, 2026.
This application does not include information on all of the properties available for sale at this time.

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